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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228944Generated: October 26, 2026

Water → 3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,3']bipyridine

https://huagongshe.com/reaction/228944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
Reactant5,6-Dimethyl-3-hydroxy-[2,3']bipyridineHCID 23156516—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3-(7-Benzyloxy-6-methoxy-quinolin-4-yloxy)-5,6-dimethyl-[2,3']bipyridineHCID 5775657188%

Reaction Conditions

Temperature140 °C

Reaction Steps

5,6-Dimethyl-3-hydroxy-[2,3′]bipyridine (400 mg), 7-benzyloxy-4-chloro-6-methoxyquinoline (1.80 g), and 4-dimethylaminopyridine (732 mg) were suspended in o-dichlorobenzene (8 ml), and the suspension was stirred at 140° C. for 6 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform-methanol to give the title compound (811 mg, yield 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-3e25a30de33343f69056d7bdd3a84c10
Source noteuspto-grants-2009_07